3,3-双(乙氧基甲基)氧杂环丁烷 | 10404-85-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 中文名称: 3,3-双(乙氧基甲基)氧杂环丁烷
• 英文名称: 3,3-di(ethoxymethyl)oxetane
• 英文别名: 3,3-bis-ethoxymethyl-oxetane；3,3-Bis-aethoxymethyl-oxetan；3,3-Bis(ethoxymethyl)oxetane
• CAS: 10404-85-0
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: BRXHTTSEEAVSLR-UHFFFAOYSA-N

物化性质

• 沸点：
  81.5-82 °C(Press: 19 Torr)
• 密度：
  1.0150 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-双(乙氧基甲基)氧杂环丁烷 、 三聚乙醛 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 270.0h， 以78%的产率得到5,5-bis-ethoxymethyl-2-methyl-[1,3]dioxane
  参考文献：
  名称：

  Kireev, I. R.; Kantor, E. A.; Valitov, R. B., Journal of Organic Chemistry USSR (English Translation), 1981, p. 1366 - 1368

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-2,2-二(氯甲基)丙-1-醇 在 氢氧化钾 、 乙醇 作用下， 生成 3,3-双(乙氧基甲基)氧杂环丁烷
  参考文献：
  名称：

  一些3：3-二取代的氧杂环丁烷的制备和聚合

  摘要：

  DOI：

  10.1039/jr9550003648

文献信息

• The Acid-catalyzed Reaction of Isocyanide with Oxetane
  作者：Takeo Saegusa、Naotake Taka-ishi、Yoshihiko Ito

  DOI：10.1246/bcsj.44.2473

  日期：1971.9

  The reaction of isocyanide with oxetane in the presence of BF3·OEt2 was studied; in this reaction a 1:1 cyclic adduct, 2-iminotetrahydrofuran, was formed. From 2-methyloxetane, 2-imino-5-methyltetrahydrofuran was exclusively formed. These findings suggest an SN2 mechanism for the cleavage of the oxetane ring. Oxetanes with electron-withdrawing substituents gave γ-alkoxybutyronitrile as the main product

  研究了BF3·OEt2存在下异氰化物与氧杂环丁烷的反应；在该反应中，形成了 1:1 环状加合物，2-亚氨基四氢呋喃。从 2-甲基氧杂环丁烷，仅形成 2-亚氨基-5-甲基四氢呋喃。这些发现表明了氧杂环丁烷环断裂的 SN2 机制。具有吸电子取代基的氧杂环丁烷以 γ-烷氧基丁腈为主要产物，以及 2-亚氨基四氢呋喃。提出了涉及亚胺酰基阳离子的反应方案来解释环状和线性产物的形成。
• SYNTHESIS OF ENERGETIC THERMOPLASTIC ELASTOMERS CONTAINING BOTH POLYOXIRANE AND POLYOXETANE BLOCKS
  申请人：Sanderson Andrew J.

  公开号：US20090088506A1

  公开（公告）日：2009-04-02

  This thermoplastic elastomer is present in a substantially solid state suitable for use as a binder for a propellant, explosive, and/or gas generant of a supplemental restraint system. The thermoplastic elastomer is formed from a composition including A blocks which are crystalline at temperatures below about 75° C. and B blocks which are amorphous at temperatures above about −20° C. The A blocks are derived from oxetane derivatives and the B blocks are derived from oxiranes and derivatives thereof. The A blocks and B blocks are end-capped with a diisocyanate having a first isocyanate moiety that is substantially more reactive with the terminal groups of the blocks than the second isocyanate moiety, whereby the more reactive first isocyanate moiety is capable of reacting with the terminal groups of the blocks, leaving the less reactive second isocyanate moiety free and unreacted. The end-capped A blocks and the end-capped B blocks are linked together with a linking compound having two isocyanate-reactive groups which are sufficiently unhindered to react with the free and unreacted isocyanate moieties of the end-capped polymers.

  这种热塑性弹性体在实质上固态存在，适用于作为辅助约束系统的推进剂、爆炸物和/或气体发生剂的粘合剂。该热塑性弹性体由一种组合物形成，其中A块在约75°C以下的温度下具有结晶性，而B块在约−20°C以上的温度下是非晶态的。A块源自氧杂环丙烷衍生物，而B块源自环氧烷及其衍生物。A块和B块的端基被二异氰酸酯端基化，其第一个异氰酸酯基团与块的端基相比，反应性更高，因此更具有反应性，能够与块的端基反应，留下较不反应的第二个异氰酸酯基团自由而未反应。端基化的A块和端基化的B块通过一种链接化合物连接在一起，该链接化合物具有两个异氰酸酯反应基团，这些反应基团足够不受阻碍地与端基化聚合物的自由未反应的异氰酸酯基团反应。
• Method of producing thermoplastic elastomers having alternate crystalline structure for use as binders in high-energy compositions
  申请人：THIOKOL CORPORATION

  公开号：EP0335499A2

  公开（公告）日：1989-10-04

  A method is provided for synthesizing block polymers which are thermoplastic elastomers. The thermoplastic elastomers are useful as binders in high-energy compositions, such as propellants, explosives, gasifiers or the like. The block polymers have both (A) and (B) blocks; the A blocks being crystalline at temperatures below 60°C and the B blocks being amorphous at temperatures above -20°C. Both the A and B blocks are polyethers formed from monomers of oxetanes and/or tetrahydrofuran. To prepare the block polymers, the (A) and (B) blocks are separately prepared and separately end-capped by reacting each block with a diisocyanate in which one of the isocyanate moieties is substantially more reactive with the terminal hydroxyl groups of the blocks than the other. Reaction of the more reactive isocyanate moiety with the terminal hydroxyl groups leaves the other isocyanate group free. The end-capped (A) and (B) blocks are mixed and reacted with a short linking compound which has two isocyanate-reactive groups.

  提供了一种合成热塑性弹性体嵌段聚合物的方法。这种热塑性弹性体可用作推进剂、炸药、气化器等高能量成分的粘合剂。嵌段聚合物具有（A）和（B）嵌段；A 嵌段在温度低于 60°C 时为结晶，B 嵌段在温度高于 -20°C 时为无定形。A 嵌段和 B 嵌段都是由氧杂环丁烷和/或四氢呋喃单体形成的聚醚。 为了制备嵌段聚合物，(A)和(B)嵌段分别通过与二异氰酸酯反应来制备和封端。反应性更强的异氰酸酯分子与末端羟基反应后，另一个异氰酸酯基团就会游离出来。将末端封端的（A）和（B）嵌段混合，并与具有两个异氰酸酯反应基团的短链 接化合物反应。
• Thermoplastic elastomer-based low vulnerability ammunition gun propellants
  申请人：THIOKOL CORPORATION

  公开号：EP0353961A2

  公开（公告）日：1990-02-07

  LOVA gun propellants are formed from a thermoplastic elastomer and particulates of high-energy oxidizers, e.g., RDX and HMX.

  LOVA 喷枪推进剂由热塑性弹性体和高能氧化剂微粒（如 RDX 和 HMX）组成。
• Tetrafunctional polyethers
  申请人：THIOKOL CORPORATION

  公开号：EP0531591A1

  公开（公告）日：1993-03-17

  Polymers are produced from 4 and 5 member cyclic ethers, which polymers have hydroxyl functionalities of 4. The cyclic ethers are polymerized with an acid catalyst and a tetraol initiator having the general formula:

  用酸催化剂和通式为四羟基引发剂聚合环醚：